4.7 Article

Photo/Ni dual-catalyzed radical defluorinative sulfonylation to synthesize gem-difluoro allylsulfones

Journal

CHEMICAL COMMUNICATIONS
Volume 59, Issue 25, Pages 3707-3710

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc05934g

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A photo/nickel dual-catalyzed defluorinative sulfonylation method has been developed to synthesize gem-difluoro allylsulfones rapidly and reliably. This protocol demonstrates mild conditions and a wide scope, providing a novel strategy for the sulfonyl radical participating in radical defluorinative coupling.
Radical defluorinative functionalization of alpha-trifluoromethyl styrenes represents an effective way toward gem-difluoroalkenes. There are general interests in developing novel synthetic protocols for defluorinative functionalization with various types of radicals. However, reports on the preparation of gem-difluoro allylsulfones via an S-centered radical pathway are limited. Herein, we developed a photo/nickel dual-catalyzed defluorinative sulfonylation that rapidly and reliably synthesizes gem-difluoro allylsulfones. The merit of this protocol is exhibited by its mild conditions and wide scope, thus providing a novel strategy for the sulfonyl radical participating in radical defluorinative coupling.

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